Winery Hotels in Chesapeake Bay
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Featured Chesapeake Bay Winery Hotels

Wedmore Place
5810 Wessex Hundred, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $170 total per night
$170 total
per night
Aug 11 - Aug 12
Guests of Wedmore Place have access to a winery, a full-service spa, and a gym. A stay here includes free parking. The front desk has multilingual staff that can help with tours or tickets, and offer advice about sights and eateries nearby. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a seasonal outdoor pool.
Pool
Breakfast included

Summer at the Rivah in Irvington! Come see for yourself!
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer

Kingsmill Resort
1010 Kingsmill Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $263 total per night
$263 total
per night
Sep 1 - Sep 2
Kingsmill Resort features a golf course, a marina, and a full-service spa. Free parking is included with your stay. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this beach hotel include an indoor pool, a lazy river, and a children's pool.
Pool
Hot Tub

Hilton Vacation Club Greensprings Williamsburg
3500 Ludwell Pkwy, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $126 total per night
$126 total
per night
Aug 13 - Aug 14
Hilton Vacation Club Greensprings Williamsburg features an indoor pool, an outdoor pool, and a children's pool. A stay here includes free parking. Multilingual staff at the 24-hour front desk can assist with securing valuables, concierge services, and luggage storage. Other amenities at this golf resort include a gym, a sauna, and free WiFi in public areas.

Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
The price is $124 total per night
$124 total
per night
Aug 12 - Aug 13
Hilton Vacation Club The Historic Powhatan Williamsburg features an indoor pool, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with securing valuables and tours/tickets. Other amenities at this golf resort include a 24-hour gym, outdoor tennis courts, and free WiFi in public areas.

The Tides Inn
480 King Carter Dr, Irvington, VA
Free Cancellation
Reserve now, pay when you stay
The price is $482 total per night
$482 total
per night
Aug 17 - Aug 18
The Tides Inn features a private beach, a marina, and a full-service spa. Front-desk staff can answer questions 24/7, and assist with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and an outdoor tennis court.
On private beach
Pool

Best Western Kilmarnock Hotel
599 N Main St, Kilmarnock, VA
Free Cancellation
Reserve now, pay when you stay
The price is $157 total per night
$157 total
per night
Aug 10 - Aug 11
Guests of Best Western Kilmarnock Hotel enjoy an outdoor pool, free WiFi in public areas, and a business center. There's free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. This hotel also has laundry facilities.

Whispering Pines Motel
226 Methodist Church Rd, White Stone, VA
Free Cancellation
Reserve now, pay when you stay
The price is $98 total per night
$98 total
per night
Aug 8 - Aug 9
Whispering Pines Motel features free WiFi in public areas and laundry facilities. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready.

Super 8 by Wyndham Havre De Grace Aberdeen Area
929 Pulaski Hwy, I-95 Exit 89, Havre De Grace, MD
Free Cancellation
Reserve now, pay when you stay
The price is $59 total per night
$59 total
per night
Aug 10 - Aug 11
Super 8 by Wyndham Havre De Grace Aberdeen Area features free WiFi in public areas and a vending machine. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests.

Colonial Gardens
1109 Jamestown Rd, Williamsburg, VA
Colonial Gardens features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. Additional amenities include a refrigerator in a common area, a terrace, and a water dispenser.

Williamsburg Sampler B & B
922 Jamestown Road, Williamsburg, VA
Guests of Williamsburg Sampler B & B enjoy access to free WiFi in public areas, coffee in a common area, and a meeting room. If you drive, put free parking to good use. Additional amenities include a library and a garden.

Red Roof Inn Perryville
61 Heather Lane, I-95 Exit 93, Perryville, MD
Free Cancellation
Reserve now, pay when you stay
The price is $82 total per night
$82 total
per night
Aug 17 - Aug 18
Guests of Red Roof Inn Perryville enjoy access to free WiFi in public areas, meeting rooms, and a 24-hour business center. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help with locker space, and answer any questions about the accommodations. Additional amenities include coffee/tea in a common area, a meeting room, and a computer station.
Pet friendly
Parking included

A Williamsburg White House
718 Jamestown Road, Williamsburg, VA
The price is $258 total per night
$258 total
per night
Aug 10 - Aug 11
A local mainstay since 1904, A Williamsburg White House offers free WiFi in public areas, a library, and express check-in. Free parking is available if you drive. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this adults-only bed & breakfast include express check-out, free newspapers, and a communal living room.

Budget Inn By OYO Nassawadox Hwy 13
7120 Lankford Hwy, Nassawadox, VA
Free Cancellation
Reserve now, pay when you stay
The price is $90 total per night
$90 total
per night
Sep 1 - Sep 2
Guests staying at Budget Inn By OYO Nassawadox Hwy 13 enjoy free WiFi in public areas, laundry facilities, and a vending machine.
Pet friendly
Free WiFi

Cedars of Williamsburg Bed & Breakfast
616 Jamestown Road, Williamsburg, VA
The price is $192 total per night
$192 total
per night
Aug 17 - Aug 18
Cedars of Williamsburg Bed & Breakfast features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you decide to drive, there's free parking. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a refrigerator in a common area, an arcade/game room, and a library.
Breakfast included
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Chesapeake Bay hotels essential information
Accommodation | 14,976 hotels |
---|---|
Lowest Price | $59 |
Highest Price | $482 |
Popular hotels | Wedmore Place, Summer at the Rivah in Irvington! Come see for yourself!, Kingsmill Resort, Hilton Vacation Club Greensprings Williamsburg, Hilton Vacation Club The Historic Powhatan Williamsburg, The Tides Inn, Best Western Kilmarnock Hotel, Whispering Pines Motel, Super 8 by Wyndham Havre De Grace Aberdeen Area, Colonial Gardens, Williamsburg Sampler B & B, Red Roof Inn Perryville, A Williamsburg White House, Budget Inn By OYO Nassawadox Hwy 13, Cedars of Williamsburg Bed & Breakfast |
Recent Winery Hotels Reviews

State Plaza Hotel
5/5 Excellent
"Great location and great size room, very clean, full kitchen at a great price."
A verified traveler stayed at State Plaza Hotel
Posted 21 hours ago
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